Diastereo- and Enantioselective Mannich/Cyclization Cascade Reaction Access to Chiral Benzothiazolopyrimidine Derivatives

An efficient asymmetric Mannich/cyclization cascade strategy was established from 2-benzothiazolimines with N-acylpyrazoles to provide optical active benzothiazolopyrimidine derivatives using a copper-based complex. The mild cascade process constructed various structurally diverse products with broad scope of substrates together with excellent enantioselectivities (up to 99 % ee) and diastereoselectivities (up to 99:1 d.r.).

Automated summary

An efficient asymmetric Mannich/cyclization cascade strategy was developed using a copper-based complex to synthesize optically active benzothiazolopyrimidine derivatives from 2-benzothiazolimines and N-acylpyrazoles. The mild cascade process allowed for the construction of structurally diverse products with broad substrate scope, achieving excellent enantioselectivities (up to 99% ee) and diastereoselectivities (up to 99:1 d.r.).